STR Newsletter Empire

Sam proposes creating a newsletter empire focused on short-term rentals (STR), modeled after Ziff Davis's successful niche publication strategy. The business would combine content, tools, and high-end services for STR operators.

Core Components:

  • Newsletter Content:

    • Weekly/biweekly industry news coverage
    • Focus on regulations and market updates
    • Curate top 5 interesting STR tweets with analysis
    • Share expert insights and commentary
  • Paid Analysis Tool ($300-500/year):

    • Property analysis spreadsheet
    • Input-based calculations
    • Benchmark data (e.g., 20% cash-on-cash return targets)
    • Investment decision guidance
  • Premium Mastermind ($2,000-5,000/year):

    • Target operators with 3-4+ Airbnbs
    • Access to successful operators (10-20+ units)
    • Focus on scaling strategies
    • Systems for hands-off management

Business Model:

  • Tiered approach from basic newsletter to high-end mastermind
  • Multiple revenue streams through different price points
  • Focus on serious operators willing to pay for quality insights
  • Build comprehensive ecosystem around STR investing
20:39 - 22:14
Full video: 44:02
SP

Sam Parr

Host of MFM and fitness influencer

Sam Parr is a serial entrepreneur and business media pioneer.

In 2016, he founded The Hustle, a business news media company that started in his kitchen with just $12 and grew to eight figures in revenue.

Sam led the charge in making newsletters popular when few believed in their potential.

After four successful years, he sold The Hustle to HubSpot, a publicly traded company. Now operating as HubSpot Media, The Hustle reaches 3 million readers daily, employs a team of nearly 100, and has been the launchpad for dozens of its staff to found their own media companies and newsletters.

Sam remains the host of the popular business podcast, My First Million, and continues to start and sell companies. He also co-founded Hampton, a highly vetted community for entrepreneurs, founders, and CEOs, and teaches people to write better through his platform, Copy That.

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